(2S,3R,6R,8R,9S)-3-Butyl-2-(tert-butyl-diphenyl-silanyloxymethyl)-8-[2-(4-methoxy-benzyloxy)-ethyl]-9-methyl-1,7-dioxa-spiro[5.5]undecan-3-ol

Base Information

Chemical Name:(2S,3R,6R,8R,9S)-3-Butyl-2-(tert-butyl-diphenyl-silanyloxymethyl)-8-[2-(4-methoxy-benzyloxy)-ethyl]-9-methyl-1,7-dioxa-spiro[5.5]undecan-3-ol
CAS No.:297741-46-9
Molecular Formula:C₄₁H₅₈O₆Si
Molecular Weight:674.993
Hs Code.:

Synonyms:(2S,3R,6R,8R,9S)-3-Butyl-2-(tert-butyl-diphenyl-silanyloxymethyl)-8-[2-(4-methoxy-benzyloxy)-ethyl]-9-methyl-1,7-dioxa-spiro[5.5]undecan-3-ol

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Chemical Property of (2S,3R,6R,8R,9S)-3-Butyl-2-(tert-butyl-diphenyl-silanyloxymethyl)-8-[2-(4-methoxy-benzyloxy)-ethyl]-9-methyl-1,7-dioxa-spiro[5.5]undecan-3-ol

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Technology Process of (2S,3R,6R,8R,9S)-3-Butyl-2-(tert-butyl-diphenyl-silanyloxymethyl)-8-[2-(4-methoxy-benzyloxy)-ethyl]-9-methyl-1,7-dioxa-spiro[5.5]undecan-3-ol

There total 12 articles about (2S,3R,6R,8R,9S)-3-Butyl-2-(tert-butyl-diphenyl-silanyloxymethyl)-8-[2-(4-methoxy-benzyloxy)-ethyl]-9-methyl-1,7-dioxa-spiro[5.5]undecan-3-ol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 91.0%

: 1053612-90-0
tert-Butyl-{(2S,3R,6R,8R,9S)-3-butyl-8-[2-(4-methoxy-benzyloxy)-ethyl]-9-methyl-3-methylsulfanylmethoxy-1,7-dioxa-spiro[5.5]undec-2-ylmethoxy}-diphenyl-silane

: 297741-46-9
(2S,3R,6R,8R,9S)-3-Butyl-2-(tert-butyl-diphenyl-silanyloxymethyl)-8-[2-(4-methoxy-benzyloxy)-ethyl]-9-methyl-1,7-dioxa-spiro[5.5]undecan-3-ol

Guidance literature:: With sodium hydrogencarbonate; methyl iodide; In water; acetone; at 60 ℃;
DOI:10.1021/ol0060634

Reference yield:

: Triethyl-{(1R,2S)-1-[2-(4-methoxy-benzyloxy)-ethyl]-2-methyl-but-3-enyloxy}-silane

: 297741-46-9
(2S,3R,6R,8R,9S)-3-Butyl-2-(tert-butyl-diphenyl-silanyloxymethyl)-8-[2-(4-methoxy-benzyloxy)-ethyl]-9-methyl-1,7-dioxa-spiro[5.5]undecan-3-ol

Guidance literature:: Multi-step reaction with 4 steps

2.1: n-BuLi / tetrahydrofuran / 0 - 20 °C

2.2: H₂ / Pd/C / ethyl acetate / 20 °C

3.1: 27 percent / CSA / CHCl₃; methanol / 0 - 20 °C

4.1: 91 percent / MeI; NaHCO₃ / acetone; H₂O / 60 °C

With n-butyllithium; camphor-10-sulfonic acid; sodium hydrogencarbonate; methyl iodide; In tetrahydrofuran; methanol; chloroform; water; acetone; 2.1: Condensation / 2.2: Hydrogenation / 3.1: Cyclization / 4.1: demethylthiomethylation;
DOI:10.1021/ol0060634

Reference yield:

: (S)-2-(tert-Butyl-diphenyl-silanyloxy)-1-((R)-2-butyl-tetrahydro-furan-2-yl)-ethanol

: 297741-46-9
(2S,3R,6R,8R,9S)-3-Butyl-2-(tert-butyl-diphenyl-silanyloxymethyl)-8-[2-(4-methoxy-benzyloxy)-ethyl]-9-methyl-1,7-dioxa-spiro[5.5]undecan-3-ol

Guidance literature:: Multi-step reaction with 6 steps

1.1: dimethylformamide / 0 - 20 °C

2.1: 20 percent / RuCl₃; NaIO₄ / acetonitrile; CCl₄; aq. phosphate buffer / 20 °C / pH 8

3.1: Me₂AlCl / CH₂Cl₂ / 0 - 20 °C

3.2: TESCl; imidazole; DMAP / dimethylformamide / 0 - 20 °C

3.3: Ac₂O / 20 °C

4.1: n-BuLi / tetrahydrofuran / 0 - 20 °C

4.2: H₂ / Pd/C / ethyl acetate / 20 °C

5.1: 27 percent / CSA / CHCl₃; methanol / 0 - 20 °C

6.1: 91 percent / MeI; NaHCO₃ / acetone; H₂O / 60 °C

With ruthenium trichloride; sodium periodate; n-butyllithium; camphor-10-sulfonic acid; dimethylaluminum chloride; sodium hydrogencarbonate; methyl iodide; In tetrahydrofuran; methanol; tetrachloromethane; phosphate buffer; dichloromethane; chloroform; water; N,N-dimethyl-formamide; acetone; acetonitrile; 1.1: Addition / 2.1: Substitution / 3.1: Addition / 3.2: Addition / 3.3: Addition / 4.1: Condensation / 4.2: Hydrogenation / 5.1: Cyclization / 6.1: demethylthiomethylation;
DOI:10.1021/ol0060634